Vacation rentals in Penetanguishene

48 available vacation rental offers

airbnbBooking.comVrboExpediaSonderpricelineTripadvisorTrip.comHomestayHotels.comOrbitz

Choose the perfect vacation accommodation

Price per night

Up to $100$100 - 200From $200

Accommodation type

Vacation rentals and Airbnb

Rating

Excellent 9+Very good 8+Good 7+All ratings

Best vacation rentals and Airbnb offers in Penetanguishene

Entire Home in Midland with seasonal Cottage Patio Suite - Penetanguishene

Entire Home in Midland with seasonal Cottage Patio Suite

Holiday Home, Penetanguishene

Entire Home in Midland with seasonal Cottage Patio Suite is a holiday home in Penetanguishene, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base…

Read more

About Entire Home in Midland with seasonal Cottage Patio Suite

Entire Home in Midland with seasonal Cottage Patio Suite is a holiday home in Penetanguishene, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,547.

From$221/night
Show
The Little Lake House-Cozy 2Bdrm - Penetanguishene

The Little Lake House-Cozy 2Bdrm

Holiday Home, Penetanguishene

The Little Lake House-Cozy 2Bdrm is a holiday home in Penetanguishene, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About The Little Lake House-Cozy 2Bdrm

The Little Lake House-Cozy 2Bdrm is a holiday home in Penetanguishene, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,581.

From$226/night
Show
walk to private beach across the street -2BR Cozy Forest Cabin -amazing sunsets - Penetanguishene

walk to private beach across the street -2BR Cozy Forest Cabin -amazing sunsets

Cabin, Penetanguishene

walk to private beach across the street -2BR Cozy Forest Cabin -amazing sunsets is a cabin in Penetanguishene, with easy beach access, kitchen access, and room for a group. This stay gives…

Read more

About walk to private beach across the street -2BR Cozy Forest Cabin -amazing sunsets

walk to private beach across the street -2BR Cozy Forest Cabin -amazing sunsets is a cabin in Penetanguishene, with easy beach access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, and beachfront.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,725.

From$246/night
Show
Victoria Harbour Cottages - Penetanguishene

Victoria Harbour Cottages

Holiday Home, Penetanguishene

Victoria Harbour Cottages is a holiday home in Penetanguishene, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Victoria Harbour Cottages

Victoria Harbour Cottages is a holiday home in Penetanguishene, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, beachfront, parking, and paid parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,096.

From$265/night
Show

Family-friendly vacation rentals in Penetanguishene

Plan a trip with stays that give families more room to spread out.

2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI - Penetanguishene

2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI

Cottage, Penetanguishene

2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI is a cottage in Penetanguishene, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About 2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI

2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI is a cottage in Penetanguishene, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and ac.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,267.

From$324/night
Show
Beachside Bungalow – Steps from Balm Beach! - Penetanguishene

Beachside Bungalow – Steps from Balm Beach!

Cottage, Penetanguishene

Beachside Bungalow – Steps from Balm Beach! is a cottage in Penetanguishene, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Beachside Bungalow – Steps from Balm Beach!

Beachside Bungalow – Steps from Balm Beach! is a cottage in Penetanguishene, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,628.

From$375/night
Show
Water Access Only Cottage on Georgian Bay - Penetanguishene

Water Access Only Cottage on Georgian Bay

Cottage, Penetanguishene

Water Access Only Cottage on Georgian Bay is a cottage in Penetanguishene, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Water Access Only Cottage on Georgian Bay

Water Access Only Cottage on Georgian Bay is a cottage in Penetanguishene, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,910.

From$416/night
Show
Los Pinos - Spacious 3 Bedroom Cottage - Penetanguishene

Los Pinos - Spacious 3 Bedroom Cottage

Holiday Home, Penetanguishene

Los Pinos - Spacious 3 Bedroom Cottage is a holiday home in Penetanguishene, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Los Pinos - Spacious 3 Bedroom Cottage

Los Pinos - Spacious 3 Bedroom Cottage is a holiday home in Penetanguishene, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,972.

From$425/night
Show

Pet-friendly vacation rentals in Penetanguishene

Bring your pet along with stays that welcome four-legged travelers.

Classic Muskoka Family Cottage - Less Than 2 hrs From Toronto - Penetanguishene

Classic Muskoka Family Cottage - Less Than 2 hrs From Toronto

Cottage, Penetanguishene

Classic Muskoka Family Cottage - Less Than 2 hrs From Toronto is a cottage in Penetanguishene, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

Read more

About Classic Muskoka Family Cottage - Less Than 2 hrs From Toronto

Classic Muskoka Family Cottage - Less Than 2 hrs From Toronto is a cottage in Penetanguishene, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, kitchen, with kitchen, and kids friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,255.

From$322/night
Show
Looking for Happy People!! Fun to be had, just show up. - Penetanguishene

Looking for Happy People!! Fun to be had, just show up.

Holiday Home, Penetanguishene

Looking for Happy People!! Fun to be had, just show up. is a holiday home in Penetanguishene, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Looking for Happy People!! Fun to be had, just show up.

Looking for Happy People!! Fun to be had, just show up. is a holiday home in Penetanguishene, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,886.

From$412/night
Show
Modern 4BR Cottage, Hot Tub & Sauna on Tay Trail - Penetanguishene

Modern 4BR Cottage, Hot Tub & Sauna on Tay Trail

Holiday Home, Penetanguishene

Modern 4BR Cottage, Hot Tub & Sauna on Tay Trail is a holiday home in Penetanguishene, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for…

Read more

About Modern 4BR Cottage, Hot Tub & Sauna on Tay Trail

Modern 4BR Cottage, Hot Tub & Sauna on Tay Trail is a holiday home in Penetanguishene, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, and pet friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,079.

From$484/night
Show
Cottage on Private Beach - Penetanguishene

Cottage on Private Beach

Cottage, Penetanguishene

Cottage on Private Beach is a cottage in Penetanguishene, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Cottage on Private Beach

Cottage on Private Beach is a cottage in Penetanguishene, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, gym, and kids friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,932.

From$562/night
Show

Vacation rentals with a pool in Penetanguishene

Add a pool to the search when you want an easy place to cool off between outings.

Spacious -Custom Build Lakehouse-strtt-2026-127 - Penetanguishene

Spacious -Custom Build Lakehouse-strtt-2026-127

Cottage, Penetanguishene

Spacious -Custom Build Lakehouse-strtt-2026-127 is a cottage in Penetanguishene, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Spacious -Custom Build Lakehouse-strtt-2026-127

Spacious -Custom Build Lakehouse-strtt-2026-127 is a cottage in Penetanguishene, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,635.

From$662/night
Show
Sandy Beach/Boating/Swimming/Hot Tub/Marina/Trails - Penetanguishene

Sandy Beach/Boating/Swimming/Hot Tub/Marina/Trails

Cottage, Penetanguishene

Sandy Beach/Boating/Swimming/Hot Tub/Marina/Trails is a cottage in Penetanguishene, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Sandy Beach/Boating/Swimming/Hot Tub/Marina/Trails

Sandy Beach/Boating/Swimming/Hot Tub/Marina/Trails is a cottage in Penetanguishene, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,906.

From$701/night
Show
Luxury Home on Gloucester Pool, 7 BDRMS - Penetanguishene

Luxury Home on Gloucester Pool, 7 BDRMS

Holiday Home, Penetanguishene

Luxury Home on Gloucester Pool, 7 BDRMS is a holiday home in Penetanguishene, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Luxury Home on Gloucester Pool, 7 BDRMS

Luxury Home on Gloucester Pool, 7 BDRMS is a holiday home in Penetanguishene, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $10,976.

From$1,568/night
Show
Kings Farm Retreat | Modern, South-Facing Waterfront Living on Gloucester Pool - Penetanguishene

Kings Farm Retreat | Modern, South-Facing Waterfront Living on Gloucester Pool

Holiday Home, Penetanguishene

Kings Farm Retreat · Modern, South-Facing Waterfront Living on Gloucester Pool is a holiday home in Penetanguishene, with pool access, easy beach access, and parking. This stay gives…

Read more

About Kings Farm Retreat | Modern, South-Facing Waterfront Living on Gloucester Pool

Kings Farm Retreat · Modern, South-Facing Waterfront Living on Gloucester Pool is a holiday home in Penetanguishene, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $21,724.

From$3,103/night
Show

Vacation rentals with parking in Penetanguishene

Find vacation rentals that make arriving by car easier.

Cabin Peace Georgian Bay on Tay Trail, Pre-Summer May/June Save 20% - Penetanguishene

Cabin Peace Georgian Bay on Tay Trail, Pre-Summer May/June Save 20%

Cabin, Penetanguishene

Cabin Peace Georgian Bay on Tay Trail, Pre-Summer May/June Save 20% is a cabin in Penetanguishene, with easy beach access, parking, and kitchen access. This stay gives travelers a…

Read more

About Cabin Peace Georgian Bay on Tay Trail, Pre-Summer May/June Save 20%

Cabin Peace Georgian Bay on Tay Trail, Pre-Summer May/June Save 20% is a cabin in Penetanguishene, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,648.

From$235/night
Show
Cottage on Georgian Bay, Severn, Honey Horbour - Penetanguishene

Cottage on Georgian Bay, Severn, Honey Horbour

Holiday Home, Penetanguishene

Cottage on Georgian Bay, Severn, Honey Horbour is a holiday home in Penetanguishene, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Cottage on Georgian Bay, Severn, Honey Horbour

Cottage on Georgian Bay, Severn, Honey Horbour is a holiday home in Penetanguishene, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,643.

From$378/night
Show
3 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI - Penetanguishene

3 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI

Cottage, Penetanguishene

3 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI is a cottage in Penetanguishene, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About 3 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI

3 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI is a cottage in Penetanguishene, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and ac.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,751.

From$393/night
Show
Lakeside Escape: Cozy Family Cottage Retreat - Penetanguishene

Lakeside Escape: Cozy Family Cottage Retreat

Cottage, Penetanguishene

Lakeside Escape: Cozy Family Cottage Retreat is a cottage in Penetanguishene, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

Read more

About Lakeside Escape: Cozy Family Cottage Retreat

Lakeside Escape: Cozy Family Cottage Retreat is a cottage in Penetanguishene, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,992.

From$427/night
Show

Vacation rentals with a kitchen in Penetanguishene

Compare stays with kitchen access for longer trips and easier meals.

5 Bedroom Cottage on Georgian Bay - The Grisé - Penetanguishene

5 Bedroom Cottage on Georgian Bay - The Grisé

Holiday Home, Penetanguishene

5 Bedroom Cottage on Georgian Bay - The Grisé is a holiday home in Penetanguishene, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About 5 Bedroom Cottage on Georgian Bay - The Grisé

5 Bedroom Cottage on Georgian Bay - The Grisé is a holiday home in Penetanguishene, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,021.

From$432/night
Show
5 Bedroom Cottage on Georgian Bay - The Victoria - Penetanguishene

5 Bedroom Cottage on Georgian Bay - The Victoria

Holiday Home, Penetanguishene

5 Bedroom Cottage on Georgian Bay - The Victoria is a holiday home in Penetanguishene, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About 5 Bedroom Cottage on Georgian Bay - The Victoria

5 Bedroom Cottage on Georgian Bay - The Victoria is a holiday home in Penetanguishene, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,021.

From$432/night
Show
Luxury Log Cabin with work spaces, generator and car charger - Penetanguishene

Luxury Log Cabin with work spaces, generator and car charger

Holiday Home, Penetanguishene

Luxury Log Cabin with work spaces, generator and car charger is a holiday home in Penetanguishene, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Luxury Log Cabin with work spaces, generator and car charger

Luxury Log Cabin with work spaces, generator and car charger is a holiday home in Penetanguishene, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,041.

From$434/night
Show
4BR Cottage-Private Sandy Beach across the street - amazing sunsets - Penetanguishene

4BR Cottage-Private Sandy Beach across the street - amazing sunsets

Cottage, Penetanguishene

4BR Cottage-Private Sandy Beach across the street - amazing sunsets is a cottage in Penetanguishene, with easy beach access, parking, and kitchen access. This stay gives travelers a…

Read more

About 4BR Cottage-Private Sandy Beach across the street - amazing sunsets

4BR Cottage-Private Sandy Beach across the street - amazing sunsets is a cottage in Penetanguishene, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,098.

From$443/night
Show